Search and Rent Longboat Key Condos

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3
In one month
Aug 15 - Aug 17
In two months
Sep 12 - Sep 14

Condo Rentals in Longboat Key

Beach front 2 bed-2 bath private balcony, modern with Gulf front views
On the beach

Beach front 2 bed-2 bath private balcony, modern with Gulf front views

8.8 out of 10, Excellent, (14)
"You couldn’t get a better spot on the beach than this! To wake up every morning and look out the big window, gorgeous!!! Walks on beach, amazing!!! Fantastic location!"
$417 nightly
The price is $464
Jul 22 - Jul 23
Total includes taxes and fees
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
On the beach

Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC

6.4 out of 10, (6)
"Great location and beach access- pool is awesome! Unit doesn’t face the ocean, but it’s right there! Very low key- place is very clean. WiFi is spotty and would not be good if you are planning to work while staying- that is an island wide issue I believe- No stove, but has everything else a kitchen needs and a grill- we would come back! "
$355 nightly
The price is $395
Jul 16 - Jul 17
Total includes taxes and fees
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
Breathtaking Beach Front Property Ground Floor Condo
On the beach

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (143)
"Fantastic beach and accommodations. Everyone we met were so nice and friendly. Best sunsets on the gulf!!!"
Breathtaking Beach Front Property Ground Floor Condo
Client texted view crazy see for yourself
Property grounds

Client texted view crazy see for yourself

10.0 out of 10, Exceptional, (88)
"*"
Client texted view crazy see for yourself
Charming Longboat Key Bungalow with private beach 5 min walk away
Beach

Charming Longboat Key Bungalow with private beach 5 min walk away

2.0 star property
9.4 out of 10, Exceptional, (8)
"Very cute place. It was in a great spot for easy access to the beach and restaurants. "
$343 nightly
The price is $383
Jul 19 - Jul 20
Total includes taxes and fees
Charming Longboat Key Bungalow with private beach 5 min walk away
Best views of the beach from your balcony Unit 301
Interior

Best views of the beach from your balcony Unit 301

9.8 out of 10, Exceptional, (85)
"This condo is fantastic! The views are unbeatable. Great location for a family vacation. We would highly recommend it! "
Best views of the beach from your balcony Unit 301
Take a Peek at a fabulous unit.
Property grounds

Take a Peek at a fabulous unit.

10.0 out of 10, Exceptional, (120)
"First class accommodations, perfect location and a wonderful host!"
Take a Peek at a fabulous unit.
The Beach on Longboat Key #227 Resort by RVA
Property grounds

The Beach on Longboat Key #227 Resort by RVA

9.2 out of 10, Wonderful, (68)
"AAA plus."
$382 nightly
The price is $426
Jul 21 - Jul 22
Total includes taxes and fees
The Beach on Longboat Key #227 Resort by RVA
Relax at the Gulf – Silver Sands Gulf Beach Resort #232, Longboat Key
On the beach, beach umbrellas

Relax at the Gulf – Silver Sands Gulf Beach Resort #232, Longboat Key

9.2 out of 10, Wonderful, (68)
"It was quiet and the beach wasnt overcrowded. Property was in good condition. Would love to visit again."
Relax at the Gulf – Silver Sands Gulf Beach Resort #232, Longboat Key
Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 by RVA
On the beach, beach umbrellas

Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 by RVA

9.2 out of 10, Wonderful, (74)
"We decided to go to Longboat Key last minute. We found Silver Sands and absolutely loved it! The manager was amazing. The unit was just as described. Clean and the location is amazing! "
$396 nightly
The price is $441
Aug 1 - Aug 2
Total includes taxes and fees
Gulf Breezes & Poolside Peace – Silver Sands Gulf Beach Resort #236 by RVA
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8
On the beach, sun loungers, beach towels

Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8

9.4 out of 10, Exceptional, (116)
"Extremely convenient, cozy, perfectly situated little home from home. If not the weather, the stay was excellent "
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8
Luxury Condo -Breathtaking Front View Beach-PROMOJuly -2025 199 per night
Exterior

Luxury Condo -Breathtaking Front View Beach-PROMOJuly -2025 199 per night

9.8 out of 10, Exceptional, (239)
"This condo has an incredible view of the Gulf and is just steps from the beach. No sandals required!"
Luxury Condo -Breathtaking Front View Beach-PROMOJuly -2025 199 per night
Condo with a View 3: Ground Floor, Oceanfront!
On the beach, sun loungers, beach towels

Condo with a View 3: Ground Floor, Oceanfront!

2.0 star property
10.0 out of 10, Exceptional, (5)
"After searching among dozens of beachfront stays, we found Heidi's condo. We're so happy that we did! It was perfect for my 12 year old son and me. Although it fits 4 people, it would've fit a little too tight with more people for a longer stay. The condo had everything the 2 of us needed for cooking, sleeping, and enjoying the beach. We literally had the beach outside our door step. Heidi, the host, was an outstanding communicator and paid attention to all the little details that made our stay...
$394 nightly
The price is $439
Aug 6 - Aug 7
Total includes taxes and fees
Condo with a View 3: Ground Floor, Oceanfront!
Beachfront Villa on Serene Gulf of Mexico
On the beach, sun loungers, beach towels

Beachfront Villa on Serene Gulf of Mexico

9.4 out of 10, Exceptional, (57)
"The place was great. Waterfront balcony was for coffee, or mimosas every morning. Just a small trail to the uncrowded beach. Chairs were already there for the taking. The unit had updated/new appliances. Beds were unbelievably comfortable. Like home comfort. And real sheets. Not the regular sandpaper sheets you find in other rentals. Just an overall good experience with a nice waterfront property. "
Beachfront Villa on Serene Gulf of Mexico
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
On the beach

GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH

9.8 out of 10, Exceptional, (102)
"Very good location excellent apartament "
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
Gorgeous Beachfront ~ Spacious & Updated 2/2 ~ Heated Saltwater Pool
Property grounds

Gorgeous Beachfront ~ Spacious & Updated 2/2 ~ Heated Saltwater Pool

10.0 out of 10, Exceptional, (34)
"Everything was perfect, sun, beach, condo and pool… loved our time there"
Gorgeous Beachfront ~ Spacious & Updated 2/2 ~ Heated Saltwater Pool
Direct Beach Access! Silver Sands 249-Longboat Key's Best Kept Secret, by RVA
Interior

Direct Beach Access! Silver Sands 249-Longboat Key's Best Kept Secret, by RVA

9.2 out of 10, Wonderful, (53)
"We loved the amenities and location."
$528 nightly
The price is $589
Jul 27 - Jul 28
Total includes taxes and fees
Direct Beach Access! Silver Sands 249-Longboat Key's Best Kept Secret, by RVA
Steps to private beach and Gulf Coast Florida sunsets!!
Outdoor pool

Steps to private beach and Gulf Coast Florida sunsets!!

10.0 out of 10, Exceptional, (1)
Steps to private beach and Gulf Coast Florida sunsets!!
Updated Beachfront Condo at Prestigious Long Boat Key Resort
A heated pool

Updated Beachfront Condo at Prestigious Long Boat Key Resort

8.2 out of 10, Very Good, (14)
"Great location!"
$664 nightly
The price is $741
Aug 3 - Aug 4
Total includes taxes and fees
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Hidden Gem | Longboat Key 2BR w/ Beach Access
Beach

Hidden Gem | Longboat Key 2BR w/ Beach Access

9.6 out of 10, Exceptional, (22)
"The condo was very spacious and well equipped. Most notably, it was very quiet and we had a cross-walk so we could safely cross GMD to walk on the beach."
Hidden Gem | Longboat Key 2BR w/ Beach Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your condo in Longboat Key with Expedia?
Booking a condo in Longboat Key is as easy as entering your travel dates and picking the option that satisfies your needs. In search of something low cost or luxurious, or a stay that also comes with a kitchenette? Use Expedia's search filters to narrow your results even further and find your ideal match.
How can I find cheap condos in Longboat Key?
With Expedia's helpful filter tool, locating cheap condos in Longboat Key couldn't be easier. To view properties that'll make your hip pocket happy, fine-tune your search results by amenities, budget and star rating.